Draw the curved arrow mechanism for the reaction between (2S,3S)-3,5-dimethylhexan-2-ol and PCl3. Note the specific instructions

Question

3 years ago

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Draw the curved arrow mechanism for the reaction between (2S,3S)-3,5-dimethylhexan-2-ol and PCl3. Note the specific instructions

for each box. Include nonzero formal charges and lone pairs of electrons on all appropriate atoms. Then answer the question about the mechanism.

Chemistry

1 answer:

Vikki [24] · Answer 1 · 2022-02-03T05:31:31+03:00

Answer:

(2R,3S)-2-chloro-3,5-dimethylhexane

Explanation:

As first step we have the attack of the OH group to the P atom in the PCl3 and one of the Cl atoms would leave. Then we will have a rearrangement to produce a double bond with the oyxgen on the OH. Finally the Cl produced will attack the carbon in a Sn2 substitution reaction to produce the halide with an opposite configuration.